Sodium Hydroxide → (2S,4S)-N-Allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidine
반응식
C([S:4][C@@H:5]1[CH2:9][N:8]([C:10]([O:12][CH2:13][CH:14]=[CH2:15])=[O:11])[C@H:7]([CH2:16][OH:17])[CH2:6]1)(=O)C.[OH-].[Na+]>CO>[CH2:13]([O:12][C:10]([N:8]1[CH2:9][C@@H:5]([SH:4])[CH2:6][C@H:7]1[CH2:16][OH:17])=[O:11])[CH:14]=[CH2:15]참가 물질
4
실험 절차
A solution of (2S,4S)-4-acetylthio-N-allyloxycarbonyl-2-hydroxymethylpyrrolidine (1.17 g, 4.5 mmol) in methanol (25 ml) was treated with 2N sodium hydroxide solution (4.95 ml) under ice-cooling, followed by stirring for 30 minutes, and partitioned between 6N hydrochloric acid (1.65 ml) and ethyl acetate (100 ml). The organic layer was washed with saturated aqueous sodium chloride (30 ml×3), dried over anhydrous sodium sulfate, and evaporated to afford the title compound (875 mg, 90% yield) as an oil.
후처리
- temperaturecooling
- custompartitioned between 6N hydrochloric acid (1.65 ml) and ethyl acetate (100 ml)
- washThe organic layer was washed with saturated aqueous sodium chloride (30 ml×3)
- dry with materialdried over anhydrous sodium sulfate
- customevaporated
출처 및 근거
- ORD 기록
- ord-7c220df58539457387f91888d86abd37
- 출처 데이터셋
- uspto-grants-1992_03
- 특허 번호
- US05095013
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